
Holiday houses in San Jose
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Top-rated holiday rentals in San Jose
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Stylish, Light-filled Cottage
Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

New! Stylish Condo on Santana Row
Enjoy an indulgent experience at this stylish and centrally-located condo in the heart of Santana Row. "The Row" is a premium blend of residential, retail, and dining spaces in the center of Silicon Valley. Revel in gourmet restaurants, upscale shops, cinemas and a lively atmosphere with outdoor concerts and seasonal festivals. Take a short stroll to Westfield Valley Fair to continue your journey in fine dining, entertainment and shopping venues Located right off of highways 17, 280, and 880.

Airstream With Gorgeous Views of Silicon Valley
Stay in a Vintage Airstream with Scenic Views Near San Jose, CA Escape to our beautifully restored vintage Airstream, perfectly located in the peaceful San Jose foothills. Just minutes from the heart of Silicon Valley, our hillside retreat offers stunning panoramic views, cozy charm, and easy access to top Bay Area attractions. Only 12 minutes from Highway 680, you're ideally situated to explore San Francisco, Santa Cruz, Napa Valley, and beyond — all while enjoying a quiet, nature-filled stay.

Near Japantown & SJC ARPT, King Bed, Fast Internet
Our detached guesthouse is centrally located in DTSJ near Japantown, features a king-sized, ultra-comfortable bed and cold mini split A/C system in the bedroom that guarantees a restful night's sleep. A fully equipped kitchen for chefs and for those who need to work during their stay, an automatic ergonomic sit-stand desk. The outdoor oasis includes a huge 65 inch Smart TV, ambient lighting, outdoor ceiling fan, propane fire pit, and dining and lounging area. Street parking is free and ample.

Entire Home - Cozy Near Downtown | Fast WIFI
Welcome to your downtown San Jose retreat! This 2-bed, 2-bath home is perfect for business trips or family getaways. Located minutes from Santana Row, SAP Center, and top dining spots, you'll enjoy easy access to local attractions. Relax in cozy, modern bedrooms, cook in a fully equipped kitchen, and unwind in a peaceful, flower-filled backyard. With convenient parking and close airport access, your stay will be effortless and memorable. Let us know if you need anything during your visit!

The most desirable & beautiful guesthouse
Centrally located modern guesthouse in Santa Clara. About 10 min drive to Apple Park, Nvidia HQ, Lawrence Caltrain Station, 49ers Levis stadium, Santa Clara Convention Center, Valley Fair Mall/Santana Row, SAP Center/Downtown SJ, SJ Mineta Airport. Your suite will have its own big gourmet Kitchen, specious full bathroom, queen bed with spacious walk in closet, Wi-Fi, TV, desk, and backyard with an outdoor seating area. There is also a shared washer and dryer in the back of the house.

Clean & Cozy House | Santa Clara
Nestled in the heart of Silicon Valley, this charming house offers both privacy and comfort, making it the perfect retreat for business travelers or anyone seeking a quiet escape. Park right on the driveway and enter through your private gated entrance. Cook in your fully stocked kitchen and also wash your clothes with your full size washer and dryer. This private guest house has a full bathroom and a queen bed in the bedroom. Air conditioning (A/C), heating, and wifi are included.

The Oasis in San Jose
Nestled in the heart of a bustling neighborhood, this charming home offers superb access to all major highways, making it easy to explore nearby attractions. Just minutes from several picturesque downtown districts, it’s the perfect blend of convenience and comfort. Step back in time with its authentic 1960s-era styling and decor, while enjoying the serene yard filled with succulents and native plants. Ideal for those seeking a unique stay with a retro twist and a touch of nature.

A) twin bed, private entry and bathroom, 1 person
Conveniently located in the safe Evergreen neighborhood. Within walking or short driving distance to almost anything you want: - 3 min to many restaurants, gas stations, Target, Safeway - 5 min to Eastridge shopping mall, Cunningham Lake, theater, 24h Fitness, Farmer’s Market. - 10 min to Downtown, SJ airport, Convention Center, Happy Hollow Zoo & Park - 15 min to Great America, Levi's Stadium, Apple Park, Winchester Mystery House, Santana Row, Valley Fair Shopping Center.

Room in Beautiful Townhouse in Silicon Valley!
Welcome to your home away from home! Our cozy, fully equipped space is perfect for short or long stays, with everything you need for comfort and privacy. Enjoy a spacious kitchen with open concept design including large family room, large flat screen TV, spacious bedrooms, fast Wi-Fi, in-unit laundry, and peaceful patio in backyard. Walking distance to boba, Jamba Juice, Safeway, and minutes from tech hubs. Whether you're here for work or fun, you'll quickly feel at home!

Private Modern Spacious 1B1B 2 beds|Prime Location
Welcome to your stunning new 1-bedroom, 1-bathroom modern getaway, where style meets practicality. Enjoy cooking a warm meal using the new, fully equipped kitchen. Unwind in the stylish bathroom with premium finishes, or kick back in the living room on the cozy sofa bed, enjoying your favorite shows on the 55-inch smart TV. This beautifully designed home offers a seamless blend of comfort and style, making it ideal for relaxation, work, or exploration.

Quiet guesthouse near SJ airport with EV charger
Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.
Popular amenities for San Jose holiday rentals
Other great holiday rentals in San Jose

Family Home Near Downtown-Room B

#9 new cozy carpet AC private room

Deluxe Room in Oasis w/ Private Dedicated Bath

Great House Good People 2

4 Newly Remodeled Private Bedroom Shared Bathroom

New house -Cal King w/private bathroom in San Jose

Small Room - San Jose CA

San Jose Nest @ Bird Ave | Large private suit #6
When is the best time to visit San Jose?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $176 NZD | $180 NZD | $180 NZD | $176 NZD | $180 NZD | $187 NZD | $185 NZD | $187 NZD | $176 NZD | $176 NZD | $176 NZD | $178 NZD |
| Avg. temp | 10°C | 12°C | 13°C | 15°C | 17°C | 19°C | 20°C | 20°C | 20°C | 18°C | 13°C | 10°C |
Frequently Asked Questions
What are the best places to stay in San Jose?
San Jose has lively downtown neighborhoods with proximity to cultural sites, as well as quieter areas like Willow Glen, known for tree-lined streets and local dining. Neighborhoods around Japantown and Rose Garden are often sought out for their character and access to parks.
What are the best things to do in San Jose with kids?
Explore hands-on exhibits at the Children's Discovery Museum, enjoy animal encounters at Happy Hollow Park and Zoo, or experience science and technology at The Tech Interactive. These places often provide interactive experiences for a variety of ages.
What are some of the best things to do in San Jose?
San Jose has vibrant museums such as the San Jose Museum of Art and The Tech Interactive, historic sites like the Winchester Mystery House, and local markets around Japantown. Community parks and botanical gardens are frequently suggested for relaxing afternoons.
How is the weather in San Jose?
San Jose has mild winters near 42–59°F (6–15°C) with wetter months, and dry summers that typically reach 76–77°F (24–25°C). Light layers are useful, especially due to cooler evenings and a sunny, low-rain climate through summer.
What are the best places to visit in San Jose?
Explore the storied Winchester Mystery House, view contemporary works at San Jose Museum of Art, and stroll through the Municipal Rose Garden. Japantown is a popular area for local food and cultural experiences.
What are some hiking trails in San Jose?
San Jose has trails in Alum Rock Park, Los Gatos Creek Trail, and the foothills around Sierra Vista Open Space Preserve. These areas feature varied terrain, wildlife spotting opportunities, and scenic overlooks.
What are some family activities we can do in San Jose?
Families can enjoy outdoor play at the Municipal Rose Garden, hands-on exhibits at The Tech Interactive, and park outings at Guadalupe River Park. Seasonal events and farmers markets often have activities suitable for all ages.
What are some of the best day trip ideas from San Jose?
Around San Jose, you can explore redwood forests, coastal beaches, or wine regions. Santa Cruz, the Santa Clara Valley, and nearby state parks are frequently suggested for day outings with varied outdoor and cultural experiences.
Are there any pet friendly accommodations available in San Jose?
Several vacation rentals in neighborhoods like Willow Glen, Downtown, and Rose Garden welcome pets. Community parks and trails make it comfortable to explore San Jose alongside your dog.
What are some local tips for visiting San Jose?
Consider using public transit or bikes for easy access to neighborhoods and markets. Locals often spend weekends at parks or farmers markets, and lightweight layers are helpful due to temperature changes throughout the day.
What is San Jose known for?
San Jose is known as the heart of Silicon Valley, home to innovative technology companies, vibrant cultural institutions, and distinct neighborhoods like Japantown. Its Mediterranean climate and culinary diversity also make it a frequently suggested destination.
What are the best hidden gems to explore in San Jose?
Discover art installations at the Japanese Friendship Garden, explore local makers at the San Jose Flea Market, and visit Bernal-Gulnac-Joice Ranch for a glimpse of agricultural history. Less-traveled parks and small galleries are also worth exploring.
What are the best foods to try in San Jose?
San Jose has distinct Vietnamese, Mexican, and Japanese food traditions, with pho, tacos, and sushi among the most popular local eats. Farmers markets and food halls around the city also serve inventive dishes rooted in local produce.
What should I bring for a trip to San Jose?
Pack comfortable walking shoes, light layers for sunny afternoons and cool evenings, and a reusable water bottle. Sunglasses and sunscreen are helpful due to frequent clear skies, especially in summer months.
What is the nightlife in San Jose like?
San Jose’s nightlife includes vibrant bars, live music venues, and relaxed lounges, especially around downtown and SoFA District. Local breweries and performance spaces combine cultural experiences and evening entertainment.
What are the most popular events or festivals in San Jose?
San Jose frequently hosts cultural festivals in Japantown, music events in downtown, and food celebrations throughout the area. The San Jose Jazz Summer Fest and Christmas in the Park are two of the most popular recurring events.
Are there family friendly vacation rentals in San Jose?
San Jose has many family-friendly rentals in neighborhoods like Willow Glen, Rose Garden, and areas close to parks. These locations provide easy access to outdoor spaces and community attractions for a comfortable family visit.
When is the best time to visit San Jose?
Late spring through early fall is often recommended for outdoor activities, as temperatures are generally warmer and rain is minimal. Festivals and special events are most frequent during these months.
Quick stats about holiday rentals in San Jose

Total holiday rentals
Explore 6,770 holiday rentals in San Jose

Verified guest reviews
Over 211,410 verified reviews to help you choose

Family-friendly holiday rentals
2,220 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 1,650 rentals that welcome pets

Holiday rentals with a pool
1,450 properties feature pools

Rentals with dedicated workspaces
3,810 properties have a dedicated workspace

Wi-Fi availability
6,590 of San Jose holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across San Jose rentals

4.8 Average rating
San Jose stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
San Jose's top spots, include SAP Center, Winchester Mystery House, and The Tech Interactive
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